JPH0485396A - Fluorocarbon-resistant lubricating oil - Google Patents
Fluorocarbon-resistant lubricating oilInfo
- Publication number
- JPH0485396A JPH0485396A JP19861690A JP19861690A JPH0485396A JP H0485396 A JPH0485396 A JP H0485396A JP 19861690 A JP19861690 A JP 19861690A JP 19861690 A JP19861690 A JP 19861690A JP H0485396 A JPH0485396 A JP H0485396A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- lubricating oil
- fatty acids
- fluorocarbon
- mixed fatty
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 10
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 title claims abstract description 5
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 13
- 229930195729 fatty acid Natural products 0.000 claims abstract description 13
- 239000000194 fatty acid Substances 0.000 claims abstract description 13
- 239000002199 base oil Substances 0.000 claims abstract description 6
- 150000002148 esters Chemical class 0.000 claims abstract description 6
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 6
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims abstract description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims abstract description 5
- QRMMMWOSHHVOCJ-UHFFFAOYSA-N 2,2-dimethylheptanoic acid Chemical compound CCCCCC(C)(C)C(O)=O QRMMMWOSHHVOCJ-UHFFFAOYSA-N 0.000 claims abstract description 3
- LHJPKLWGGMAUAN-UHFFFAOYSA-N 2-ethyl-2-methyl-butanoic acid Chemical compound CCC(C)(CC)C(O)=O LHJPKLWGGMAUAN-UHFFFAOYSA-N 0.000 claims abstract description 3
- ZRYCZAWRXHAAPZ-UHFFFAOYSA-N alpha,alpha-dimethyl valeric acid Chemical compound CCCC(C)(C)C(O)=O ZRYCZAWRXHAAPZ-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000005472 straight-chain saturated fatty acid group Chemical group 0.000 claims description 4
- 239000003507 refrigerant Substances 0.000 abstract description 4
- 239000002253 acid Substances 0.000 abstract description 2
- 239000003963 antioxidant agent Substances 0.000 abstract description 2
- 239000006078 metal deactivator Substances 0.000 abstract description 2
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 150000004671 saturated fatty acids Chemical class 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 7
- -1 fatty acid ester Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 3
- CXOWYJMDMMMMJO-UHFFFAOYSA-N 2,2-dimethylpentane Chemical compound CCCC(C)(C)C CXOWYJMDMMMMJO-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 238000005057 refrigeration Methods 0.000 description 2
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- UDILKAAYNUPREE-UHFFFAOYSA-N 2,2,4,4-tetramethylpentanoic acid Chemical compound CC(C)(C)CC(C)(C)C(O)=O UDILKAAYNUPREE-UHFFFAOYSA-N 0.000 description 1
- VUAXHMVRKOTJKP-UHFFFAOYSA-N 2,2-dimethylbutyric acid Chemical compound CCC(C)(C)C(O)=O VUAXHMVRKOTJKP-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000005643 Pelargonic acid Substances 0.000 description 1
- 101710186384 Tropomyosin-2 Proteins 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- UMNKXPULIDJLSU-UHFFFAOYSA-N dichlorofluoromethane Chemical compound FC(Cl)Cl UMNKXPULIDJLSU-UHFFFAOYSA-N 0.000 description 1
- 229940099364 dichlorofluoromethane Drugs 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 239000010690 paraffinic oil Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 125000005480 straight-chain fatty acid group Chemical group 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 230000001755 vocal effect Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Lubricants (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は新規な混合脂肪酸エステルを基油とする耐フロ
ン性工業油に関する。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a fluorocarbon-resistant industrial oil using a novel mixed fatty acid ester as a base oil.
く従来の技術〉
従来、冷凍機油としては、ナフテン系油、パラフィン系
油、アルキルベンゼン、ポリグリコール系油およびこれ
らの混合物またはこれらの各種基油に添加剤を配合した
ものが一般的に使用されている。Conventional technology> Conventionally, naphthenic oils, paraffinic oils, alkylbenzene oils, polyglycol oils, mixtures thereof, or mixtures of these base oils with additives have been generally used as refrigeration oils. There is.
一方、冷媒としてトリクロロモノフルオロメタン（フロ
ン１１）、ジクロロフルオロメタン（フロン１２）、モ
ノクロロジフルオロメタン（フロン２２）、あるいはト
リクロロトリプルオロエタン（フロン１１３）等のフロ
ンが使用されているが、最近成層圏のオゾン層破壊が社
会問題化し、その代替フロンとしてオゾン破壊に影響す
る塩素を含有せず、従来から家庭用冷蔵庫、エアコンお
よびカーエアコンなどの冷凍機に多く使用されているフ
ロン１２と熱力学的物性が類似している１゜１．１．２
テトラフルオロエタン（Ｒ１３４ａ）が注目されている
が、一般に使用されている冷凍機油との相溶性が悪い。On the other hand, fluorocarbons such as trichloromonofluoromethane (Freon 11), dichlorofluoromethane (Freon 12), monochlorodifluoromethane (Freon 22), or trichlorotriple oloethane (Freon 113) are used as refrigerants; The depletion of the ozone layer has become a social issue, and CFC 12, which does not contain chlorine that affects ozone depletion and is traditionally used in refrigerators such as household refrigerators, air conditioners, and car air conditioners, is a thermodynamic alternative. 1゜1.1.2 with similar physical properties
Tetrafluoroethane (R134a) is attracting attention, but it has poor compatibility with commonly used refrigeration oil.
〈本発明が解決しようとするａｍ＞
本発明はＲ１３４ａを冷媒として使用するに適した冷凍
機用潤滑油の提供を課題とする。<Am to be Solved by the Present Invention> An object of the present invention is to provide a lubricating oil for a refrigerator suitable for using R134a as a refrigerant.
〈課題を解決するための手段〉
本発明者らは、上記ｌｌＩ！ｉを解決する為、各種合成
油について検討した結果トリメチロールプロパン又は／
およびペンタエリスリトールと下記（ａ）（ｂ）の化学
構造の異なる２種の混合脂肪酸とのエステルが優れてい
る事を見出した。<Means for solving the problem> The present inventors have solved the above-mentioned llI! In order to solve the problem, we investigated various synthetic oils and found that trimethylolpropane or/
It was also found that esters of pentaerythritol and two types of mixed fatty acids having different chemical structures as shown in (a) and (b) below are excellent.
（ａ）炭素数５〜９のネオ酸
（ｂ）炭素数３〜１０の直鎖飽和脂肪酸ただし、（ａ）
と（ｂ）の混合重量比が８０：２０ないし５：９５であ
る。(a) Neoacid having 5 to 9 carbon atoms (b) Straight chain saturated fatty acid having 3 to 10 carbon atoms However, (a)
and (b) in a mixing weight ratio of 80:20 to 5:95.
本発明の混合脂肪酸エステルはトリメチロールプロパン
又は／およびペンタエリスリトールのヒドロキシル基が
完全に又は一部エステル化されたものである。The mixed fatty acid ester of the present invention is one in which the hydroxyl groups of trimethylolpropane or/and pentaerythritol are completely or partially esterified.
一般にＲ１３４ａを冷媒として使用する冷凍機用潤滑油
としてはＲ１３４ａと相溶性が良好であることは勿論の
こと流動点が−１０”Ｃ以下、好ましくは−２０〜−６
０℃であり、かつ１００℃における動粘度が５〜４０ｃ
ｓｔの範囲であることが必要である。流動点が一１０℃
を越える場合は低温時に冷凍機波が固化する恐れがある
ため好ましくない、またｉ００℃における動粘度が５ｃ
ｓｔ未溝の場合は圧縮機の密封性を保つことができなく
なり、−言動粘度が４０ｃｓｔを越える場合には粘性が
高くなりすぎて潤滑性が悪くなる。また、粘度の温度勾
配の指標となる粘度指数は１゜０以上が好ましい０本発
明の混合脂肪酸エステルは上記特性を満足するものであ
る。In general, lubricating oil for refrigerators that use R134a as a refrigerant not only has good compatibility with R134a but also has a pour point of -10"C or less, preferably -20 to -6
0°C and a kinematic viscosity of 5 to 40c at 100°C
It is necessary to be in the range of st. Pour point is 110℃
If the
If there is no st groove, it will not be possible to maintain the sealing performance of the compressor, and if the verbal viscosity exceeds 40 cst, the viscosity will become too high and the lubricity will deteriorate. Further, the viscosity index, which is an index of the temperature gradient of viscosity, is preferably 1°0 or more.The mixed fatty acid ester of the present invention satisfies the above characteristics.
本発明に使用されるネオ酸は２位の炭素が全部アルキル
基で置換されているものを意味する。そのネオ酸として
は、ピバリン酸、２，２ジメチルブタン酸、２，２ジメ
チルペンタン鐙、２エチル２メチルブタン酸、２，２ジ
メチルヘプタン酸、２．２，４，４テトラメチルペンタ
ン酸などがあげられる。また直鎖脂肪酸としては、プロ
ピオン酸、酪酸、バレリン酸、カプロン酸、エナント酸
。The neoacid used in the present invention means one in which all carbons at the 2-position are substituted with alkyl groups. Examples of the neoacid include pivalic acid, 2,2 dimethylbutanoic acid, 2,2 dimethylpentane stirrup, 2ethyl 2methylbutanoic acid, 2,2 dimethylheptanoic acid, and 2,2,4,4 tetramethylpentanoic acid. It will be done. Straight chain fatty acids include propionic acid, butyric acid, valeric acid, caproic acid, and enanthic acid.
カプリル酸、ペラルゴン酸、カプリン酸、などがあげら
れ、それらは併用することも可能である。Examples include caprylic acid, pelargonic acid, and capric acid, and they can also be used in combination.
化学安定性とＲ１３４ａとの相溶性の点からみると炭素
数９以下のネオ酸のエステルが最も優れているが、粘度
指数及び流動点が高く単独での使用は困難である。この
ため粘度指数及び流動点が低い炭素数１０ＪＸ下の直鎖
飽和脂肪酸を併用した。From the point of view of chemical stability and compatibility with R134a, esters of neoacids having 9 or less carbon atoms are the best, but their high viscosity index and pour point make them difficult to use alone. For this reason, a straight chain saturated fatty acid with a carbon number of 10JX or less, which has a low viscosity index and pour point, was used in combination.
また炭素数４以下のネオ酸は潤滑性と引火性が低下し、
炭素数２以下の直鎖飽和脂肪酸はフロン存在下での化学
安定性が極端に低い。In addition, neoacid with carbon number of 4 or less has reduced lubricity and flammability,
Straight-chain saturated fatty acids having two or fewer carbon atoms have extremely low chemical stability in the presence of chlorofluorocarbons.
これらの特性は混合脂肪酸（ａ）、（ｂ）の混合割合に
よって当然変わってくる。すなわち（、）と（ｂ）の重
量比は８０ ： ２０より大きくなると潤滑性と引火性
が低下し、低温での粘度が高くな製造法により製造可能
であり、また通常のエステルを精製する場合と同様に、
ｌ１２ｉｌｌ！、水洗、脱水、脱色、渡過などの一連の
処理により精製することができる。These characteristics naturally vary depending on the mixing ratio of mixed fatty acids (a) and (b). In other words, if the weight ratio of (,) and (b) is greater than 80:20, the lubricity and flammability will decrease, and it can be produced by a production method that produces high viscosity at low temperatures, and when refining ordinary esters. alike,
l12ill! It can be purified through a series of treatments such as , washing with water, dehydration, decolorization, and passing.
本発明の混合脂肪酸エステルに灯して、その性能をさら
に高めるため、必要に広して他の潤滑油および潤滑油添
加剤、例えば酸化防止剤、油性向上剤、消泡剤、金属不
活性化剤等を添加して使用することができる。In light of the mixed fatty acid ester of the present invention, in order to further enhance its performance, other lubricating oils and lubricating oil additives, such as antioxidants, oiliness improvers, antifoaming agents, metal deactivators, may be used as necessary. It can be used by adding agents etc.
〈実施例〉
以下、本発明を実施例により具体的に説明するが１本発
明はこれらの実施例に限定されるものではない。<Examples> The present invention will be specifically explained below with reference to Examples, but the present invention is not limited to these Examples.
実１１〜６、比較例１〜４は１１１表に記載されている
原料を用いて、通常のエステル化反応により合成された
ものを供試し、４０℃および１００℃における粘度及び
粘度指数（ＪＩＳ Ｋ２２８３）、流動点（ＪＩＳ
Ｋ２２６９）、酸価（ＪＩＳ Ｋ２５６１）及びＲ
−１３４ａとの相溶性を測定した。その結果を１２表に
示す１例中の％は、特記しない限り重量基準である。Examples 11 to 6 and Comparative Examples 1 to 4 were synthesized by a normal esterification reaction using the raw materials listed in Table 111, and the viscosity and viscosity index at 40°C and 100°C (JIS K2283 ), pour point (JIS
K2269), acid value (JIS K2561) and R
-134a was measured. The percentages in each example shown in Table 12 are based on weight unless otherwise specified.
）ｔｌｌｒＥ：ペンタエリスリトール ＴＭＩＩ：）リメチＯ−ルプロパン 酊 】 Ａ ル １）０：相溶住良 ×：分層)tllrE: Pentaerythritol TMII:) Rimethyolpropane Drunkenness] A 1) 0: Compatible sumiyoshi ×: Separation layer
Claims (1)
リトールと下記（ａ）、（ｂ）の混合脂肪酸とのエステ
ルを基油とする耐フロン性潤滑油。 （ａ）炭素数５〜９のネオ酸 （ｂ）炭素数３〜１０の直鎖飽和脂肪酸 ただし、（ａ）と（ｂ）の混合重量比が８０：２０ない
し５：９５である。 ２、（ａ）が２，２ジメチルペンタン酸、２エチル２メ
チルブタン酸又は２，２ジメチルヘプタン酸である特許
請求の第１項記載の耐フロン性潤滑油[Claims] 1. A fluorocarbon-resistant lubricating oil whose base oil is an ester of trimethylolpropane or/and pentaerythritol and the following mixed fatty acids (a) and (b). (a) Neoacid having 5 to 9 carbon atoms (b) Straight chain saturated fatty acid having 3 to 10 carbon atoms However, the mixing weight ratio of (a) and (b) is 80:20 to 5:95. 2. The fluorocarbon-resistant lubricating oil according to claim 1, wherein (a) is 2,2-dimethylpentanoic acid, 2-ethyl-2-methylbutanoic acid, or 2,2-dimethylheptanoic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19861690A JP2977871B2 (en) | 1990-07-26 | 1990-07-26 | Freon resistant lubricating oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19861690A JP2977871B2 (en) | 1990-07-26 | 1990-07-26 | Freon resistant lubricating oil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0485396A true JPH0485396A (en) | 1992-03-18 |
| JP2977871B2 JP2977871B2 (en) | 1999-11-15 |
Family
ID=16394156
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19861690A Expired - Lifetime JP2977871B2 (en) | 1990-07-26 | 1990-07-26 | Freon resistant lubricating oil |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2977871B2 (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0580308A1 (en) | 1992-07-04 | 1994-01-26 | Kao Corporation | Working fluid composition for refrigeration machine |
| US6002654A (en) * | 1994-12-20 | 1999-12-14 | Sanyo Electric Co., Ltd. | Method and apparatus for disk reproduction, disk and cards used for disk reproduction apparatus |
| EP0976816A2 (en) * | 1992-06-03 | 2000-02-02 | Henkel Corporation | Polyol ester lubricants for hermetically sealed refrigerating compressors |
| US6245254B1 (en) | 1991-10-11 | 2001-06-12 | Imperial Chemical Industries Plc | Lubricants |
| CN109652213A (en) * | 2019-01-18 | 2019-04-19 | 重庆大学 | A kind of esters insulating oil and preparation method thereof |
-
1990
- 1990-07-26 JP JP19861690A patent/JP2977871B2/en not_active Expired - Lifetime
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6245254B1 (en) | 1991-10-11 | 2001-06-12 | Imperial Chemical Industries Plc | Lubricants |
| EP0976816A2 (en) * | 1992-06-03 | 2000-02-02 | Henkel Corporation | Polyol ester lubricants for hermetically sealed refrigerating compressors |
| EP0976816A3 (en) * | 1992-06-03 | 2000-02-23 | Henkel Corporation | Polyol ester lubricants for hermetically sealed refrigerating compressors |
| EP0982393A1 (en) * | 1992-06-03 | 2000-03-01 | Henkel Corporation | Polyol ester lubricants for refrigerator compressors operating at high temperature |
| EP0580308A1 (en) | 1992-07-04 | 1994-01-26 | Kao Corporation | Working fluid composition for refrigeration machine |
| US6002654A (en) * | 1994-12-20 | 1999-12-14 | Sanyo Electric Co., Ltd. | Method and apparatus for disk reproduction, disk and cards used for disk reproduction apparatus |
| CN109652213A (en) * | 2019-01-18 | 2019-04-19 | 重庆大学 | A kind of esters insulating oil and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2977871B2 (en) | 1999-11-15 |
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